Sailing Tours

Sailing Tours

There's no question about it: sailing in Key West, is the most unique way of exploring the seas off the coast of Key West Florida. A Key West Sailing Tour is an experience on its own, unlike any other type of vessel that cuts through the waters. Sailing is not the high speeds of a jet ski, nor is it the loud noise of a motorized catamaran. Sailing is the relaxed way of fully appreciating the beauty and tranquility of nature and the Florida Keys. On these sailing expeditions, you and your group will get to experience Key West sailing the way it was meant to be experienced: in the most relaxing, enjoyable, and memorable ways.

When you climb on board a sailboat, and you see the crew lift the boat's massive sails, on many trips you even get to help the crew raise the sails. After going on one of our Key West Sailing tours you will understand why people are so passionate about sailing. It is a much more engaging and down-to-basics type of way to head out to sea. Unlike catamarans, that oftentimes feel like a big party boat, sailboats are smaller and offer a more intimate ride. Sure, they are not as fast as catamarans, but the point of a sailing expedition is not speed. The point of sailing is to completely and fully enjoy the experience of being on the calm blue waters sailing Key West Florida.

The experience of sailing harks back to the time of pirates, explorers, and navy men. These are all figures who have been monumental in the development and growth of the small southernmost island of Key West. There are various types of sailboats in Key West from the massive schooner sailboats that are the most reminiscent of the 18th and 19th century ships to the smaller and more intimate 6-person sailboats.

With the various Key West sailing excursions we offer, you will have the opportunity of jumping aboard one of the island's best sailboats for a memorable journey on the calm clear-blue waters of the Gulf of Mexico. Immerse yourself in our sailing excursions as you feel the balmy sea breeze of Key West. Any time of the day is a great time for a sailing excursion. So whether you join us for the famous Mimosa Morning Sail or one of the excellent sunset sailing excursions, you can expect a journey that is sure to be one of the best things to do in Key West.

If you are going to do a Key West sunset excursion, we suggest you do it in style. This means choosing a vessel that adds to the beauty and charm of the famous Key West sunset. This means choosing a trip that provides only the best in refreshments. This means going out to sea with a crew that will be attentive and helpful throughout the ride.

On Key West's most exclusive sunset sail, you will understand why visitors from all over the world make reservations for this tour months in advance. With only room for 30 guests, the Pelican sailing yacht offers guests an intimate and romantic setting from which to watch the majestic sunset as it disappears behind the horizon of the Gulf of Mexico. This moment that happens every afternoon is one of Key West's most well-known features. Thousands gather to watch the beautiful Key West sunset, some go to Mallory Square but guests eager for front row seats with the ultimate ambiance are sure to be on board one of our champagne sunset sails.

Sail the turquoise waters off Key West, Florida, aboard our skipjack sailing vessel, the Danger. Go snorkeling above some of the most beautiful coral reefs on the planet. Explore the nature preserve of the Mangrove Islands on a guided sea kayaking excursion.

Make your Key West vacation one to remember! Join us aboard the unforgettable day adventure out to the wildlife refuges of the Florida Keys. The Island Ting adventure takes 20 lucky adventurers on a journey that you will not forget!This journey begins at 10AM, a perfect time of the day to climb aboard a cozy and luxurious sailing catamaran vessel and ride out to the calm clear blue waters of the Gulf of Mexico.